Butanedioic acid, 2-hydroxy-, 1,4-bis[5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)octyl] ester

Partition coefficient

Administrative data

Endpoint:

partition coefficient

Type of information:

(Q)SAR

Adequacy of study:

key study

Study period:

2015-06-25

Reliability:

2 (reliable with restrictions)

Rationale for reliability incl. deficiencies:

other: see 'Remark'

Remarks:

The REACH Guidance on information requirements and chemical safety assessment Chapter R.6: QSARs and grouping of chemicals mentioned the EPI (estimation program interface) Suite program to estimate the log Kow. The model used is the KOWWIN model (Version 1.68) developed by the US-EPA.

Justification for type of information:

QSAR prediction: migrated from IUCLID 5.6

Data source

Reference

Reference Type:

study report

Title:

Unnamed

Year:

2015

Report date:

2015

Materials and methods

Test guideline

Guideline:

other: KOWWIN model (QSAR) and REACH Guidance on information requirements and chemical safety assessment Chapter R.6: QSARs and grouping of chemicals

Principles of method if other than guideline:

The octanol-water partition coefficient (Kow) is a partition coefficient of a molecule between the two immiscible phases of a two phase system composed of n-octanol and water. This physico-chimical property is a measure of the hydrophily or the lipophily of a molecule and allows one to evaluate its
flow through biological membranes. As measured values of octanol-water partition coefficient are varying from 10-4 to over 108, the logarithm (log Kow) is commonly used to express its value. The KOWWIN model used here allows the prediction of octanol-water partition coefficient from the method of fragments contribution in which a structure is divided in fragments (atoms or functional groups) and the values linked to each group are added. Constants have been determined for each fragment on the basis of multiple regression established from 2447 values of log Kow measured. 10 946 compounds have been considered for the model validation.

GLP compliance:

no

Type of method:

other: log Kow (QSAR estimation)

Partition coefficient type:

octanol-water

Test material

Test material information

Constituent 1

Reference substance name:

1,4-bis[2-(4,4-dimethylpentan-2-yl)-5,7,7-trimethyloctyl] 2-hydroxybutanedioate

EC Number:

807-422-1

Cas Number:

66918-01-2

Molecular formula:

C40H78O5

IUPAC Name:

1,4-bis[2-(4,4-dimethylpentan-2-yl)-5,7,7-trimethyloctyl] 2-hydroxybutanedioate

Constituent 2

Reference substance name:

Bis[2- (4,4-dimethylpentan-2-yl)-5,7,7-trimethyloctyl] malate

IUPAC Name:

Bis[2- (4,4-dimethylpentan-2-yl)-5,7,7-trimethyloctyl] malate

Constituent 3

Reference substance name:

C(=O)(C(O)CC(=O)OCC(C(C)CC(C)(C)C)CCC(C)CC(C)(C)C)OCC(C(C)CC(C)(C)C)CCC(C)CC(C)(C)C

IUPAC Name:

C(=O)(C(O)CC(=O)OCC(C(C)CC(C)(C)C)CCC(C)CC(C)(C)C)OCC(C(C)CC(C)(C)C)CCC(C)CC(C)(C)C

Study design

Analytical method:

other: QSAR model (estimated log Kow)

Results and discussion

Partition coefficient

Type:

log Pow

Partition coefficient:

ca. 14.68

Remarks on result:

other: Very lipophilic substance

Details on results:

The log Kow estimated value of 14,68 for the Bis[2-(4,4-dimethylpentan-2-yl)- 5,7,7-trimethyloctyl] malate substance is thus outside this applicability domain of KOWWIN v1.68. model. However, with a forecast value as high, any experimental method would allow to determine
precisely the log Kow value. Indeed, existing experimental methods allow to measure log Kow values varying to a maximum extent of 8.2 (OECD, Guidelines 123, 2006). Thus, it is not recommended to carry out experimental test on the basis of this modelisation results.

Any other information on results incl. tables

KOWWIN modelisation results for the Bis[2-(4,4-dimethylpentan-2-yl)-5,7,7- trimethyloctyl] malate substance

Estimation QSAR	Conclusion
Log Kow=14.68	Very lipophilic substance

Applicant's summary and conclusion

Conclusions:

The KOWWIN model (QSAR) predicts a logarithm of the n-octanol/.water partition coefficient, log Kow of 14,68 indicating that the Bis[2-(4,4-dimethylpentan-2-yl)-5,7,7-trimethyloctyl] substance would have few tendency to bioaccumulate itself (log Kow > 10).